Activities, Camps and After School Classes in Boothbay Harbor, ME

This walk through Boothbay Harbor's snickleways is a wonderous combination of our town's hidden history, local lore, and unsolved mysteries that will leave you ruminating long after the tour has ended. Your entertaining local guide gives you a lay of the land and all the inside scoop on the harbor’s most mysterious unsolved death, Boothbay Harbor’s very own sea serpent, legendary treasure tales surrounding many of the harbor’s islands with a visit to the Boothbay Harbor Shipyard Museum where tall masted ships have been built for almost 200 years.

You will enjoy stunning ocean views as we ride along historic Boothbay byways that traverse the length of historic Spruce Point, where the Wawenock once fished and early colonials settled. We’ll see the historic Spruce Point Inn, host to the Kennedys and Ernest Hemingway and named as one of the Northeast’s top 25 resorts by Conde Nast Traveler. Along the way, we’ll see one of the last large coastal lodges built prior to the Great Depression and take in some of the most beautiful coastline water views in Midcoast Maine before strolling along America’s longest wooden footbridge. Your entertaining guide has collected some intriguing historical tales to share that you didn’t learn about in history class.

This is one of Maine’s most picturesque harbor towns, but behind the salty breeze and peaceful docks lurk stories long buried beneath the tide. Boothbay Harbor has seen shipwrecks, fires, betrayals, and unexplained vanishings. And tonight, we will follow the whispers. This self-guided tour will take you to haunted inns, forgotten corners, ghostly galleries, and more. We will dig up real local legends backed by fact and rooted in the chilling truths of life along the working waterfront. Here is how it works. This tour plays automatically as you walk, using your location. You can pause anytime, maybe to snap a photo or catch your breath. If you lose my voice, just follow the map. You are the blue dot, and the stops are green.

The Spooks and Spirits Walking Ghost Tour unveils Boothbay Harbor’s eerie side from a local’s perspective. We've combined some goosebump-inducing stories told in historic locations with a visit to Neat, speakeasy and whiskey bar! Your entertaining guide regales you with tales about the Boothbay Opera House—widely regarded as Maine’s most haunted building, an old sea captain’s house with poltergeist activity, and local UFO encounters. We’ll wrap up our supernatural stroll at Neat for a classic or adventurous cocktail to toast our trip to the other side.

The Paranormal Pedal E-Bike Tour is the perfect way to get up close and personal with Boothbay’s mysterious side and discover why it’s chock full of ghosts, mysterious creatures, and UFOs! Riders enjoy a unique and invigorating experience riding through hilly, pine-scented forests along the coastline with spectacular views of the outer harbor’s haunted islands and lighthouses, lobster boats and super yachts. We’ll ride around Pirate’s Cove and through a forested log cabin village, along the trail of the Wawenock tribe. A haunting highlight includes a visit inside the iconic Spruce Point Inn, host to more than its fair share of ghosts. Your entertaining guide has a collection of the most interesting and goosebump-inducing supernatural stories to share along our journey that will make you think twice about how much we really understand about the world around us.

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goal is for you to experience the best two-hour classic sailing trip in the world. We have been working on this experience in Boothbay Harbor for almost 50 years, have a strong local following, and have been featured in national, best-selling publications. We have the best sailing vessel for exploring Boothbay Harbor. We use an onboard engine to get us to the sailing grounds quickly. The size of our vessel is perfect for exploring all the areas of our rocky harbor to see life along the Maine coast. There are no obstructions on our deck other than the masts, so you always have a full 360-degree view from every seating position.

The Boos and Brews Walking Ghost Tour uncovers Boothbay Harbor’s unexplained past with eerie events told from a local’s perspective. We combine spine-tingling tales told in picturesque locations with a visit to the Footbridge Brewery for craft beer and barbeque! Your local guide tells ghostly tales about the harbor’s most haunted old sea captain’s homes, Boothbay Harbor’s very own sea serpent, and the spooky legends that surround many of the harbor’s islands. We’ll wrap up our walk on the weird side at the Footbridge Brewery where you can enjoy beautiful harbor views along with a craft beer flight, brewed with all locally sourced Maine ingredients, and Bridge House barbeque.

The Boothbay Harbor Bites guided food tour is a carefully curated, unique culinary experience featuring five beloved, locally-owned restaurants and specialty shops designed to give you a taste of what it means to live and eat in this historic New England fishing village. Join our friendly, local tour guide on this movable treat feast along the harbor where you’ll hear stories about Boothbay Harbor while enjoying mouth-watering savory samples and sweet bites with opportunities to shop and take photographs.

Welcome Aboard Schooner Lazy Jack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a 2hr. day sail on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we set a course out past Burnt Island Light, Squirrel Island, Ram Island Light and the outer islands of Boothbay. Keep a sharp eye out for porpoise, Osprey, Bald Eagles, and harbor seals as we slip by local boats setting their pots or hauling in the lobster catch of the day.

Welcome Aboard Schooner Applejack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a sunset sail adventure on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we set a course out past Burnt Island Light, Squirrel Island, Ram Island Light and the outer islands of Boothbay. Keep a sharp eye out for porpoise, Osprey, Bald Eagles, and harbor seals as we slip by local boats setting their pots or hauling in the lobster catch of the day. We have the best, most intimate sailing vessel for exploring Boothbay Harbor. Enjoy the beautiful coastline on our deck with a 360 degree view from every seat.

Calling all nature lovers and art aficionados, the Joy Ride E-Bike Tour combines the natural beauty of spruce forests meeting the Atlantic Ocean’s rocky coastline with the art inspired by it. Our first stop will be Villard Studios where Kim and Philippe Villard's woodblock prints brought the beauty of the Boothbay Peninsula into the permanent collection at the Museum of Modern Art (MOMA), NY. We’ll ride through quaint neighborhoods along the Linekin Bay coastline, along an old Indian trail skirting a hidden pond, and enjoy stunning views of Boothbay Harbor’s working waterfront. A feast for all five senses!

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goal is for you to experience the best two-hour classic sailing trip in the world. We have been working on this experience in Boothbay Harbor for almost 50 years, have a strong local following, and have been featured in national best-selling publications. We have the best sailing vessel for exploring Boothbay Harbor. We use an onboard engine to get us to the sailing grounds quickly. The size of our vessel is perfect for exploring all the areas of our rocky harbor and seeing life along the Maine coast. There are no obstructions on our deck other than the masts, so you always have a full 360-degree view from every seating position.